**Pheromonsynthesen, LXXIII. ‐ Neue Synthese von (4__R__,8__R__)‐4,8‐Dimethyldecanal, dem Aggregationspheromon von __Tribolium castaneum__, und seines (4__R__,8__S__)‐Isomeren** Die Synthese der Titelverbindungen (4__R__,8__R__)‐**1** und (4__R__,8__S__)‐**1** aus (__R__)‐Citronellsäure [(__R__)‐**
Effective synthesis of (4r,8r)- and (4r,8s)-enantiomers of 4,8-dimethyldecanal, the aggregational pheromone of the beetlesTeibolium confusumandTribolim castaneum
✍ Scribed by B. A. Cheskis; K. V. Lebedeva; A. M. Moiseenkov
- Book ID
- 112539849
- Publisher
- Springer
- Year
- 1988
- Tongue
- English
- Weight
- 674 KB
- Volume
- 37
- Category
- Article
- ISSN
- 1573-9171
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📜 SIMILAR VOLUMES
## Abstract (4__S__,8__S__)‐ and (4__S__,8__R__)‐4,8‐Dimethyldecanal (1) were synthesized by starting from (__R__)‐citronellic acid (2a), methyl (__S__)‐3‐hydroxy‐2‐methylpropanoate (3a), and (__S__)‐2‐methyl‐1‐butanol (4a).
## Abstract To elucidate the deuterium isotope effect (DIE) in pheromonal activity and to investigate the biosynthetic pathway of 4,8‐dimethyldecanal (4,8‐DMD; **1**), the aggregation pheromone of the red flour beetle (__Tribolium castaneum__), deuterated analogues of 4,8‐DMDs (**2**, **3**, **4**,
The first total enantioselective synthesis of (+)-(4S,8R)-8-epi-~-bisabolol((+)-l) and of (-)-(4R,SS)-4-epi-Bhisaholol ((-)-1) is reported. The key step in the synthesis is the kinetic resolution of (&)-5 by means of the Shurpless epoxidation yielding (-)-and (+)-6, respectively. Reduction of the ep